2-Benzyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole

Base Information

• Chemical Name: 2-Benzyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole
• CAS No.: 6208-43-1
• Molecular Formula: C18H18N2
• Molecular Weight: 262.354
• NSC Number: 122301
• DSSTox Substance ID: DTXSID10211125
• Nikkaji Number: J1.936.868H
• Wikidata: Q83085983
• ChEMBL ID: CHEMBL1712867
• Mol file: 6208-43-1.mol

Synonyms:6208-43-1;2-Benzyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole;2-Benzyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole;2-benzyl-1,3,4,5-tetrahydropyrido[4,3-b]indole;2-BENZYL-1H,2H,3H,4H,5H-PYRIDO[4,3-B]INDOLE;NSC122301;MLS002701976;CHEMBL1712867;NSC 122301;Oprea1_620035;SCHEMBL633048;DTXSID10211125;BDBM50572076;MFCD00427372;AKOS003597054;NSC-122301;NCI60_000523;SMR001565553;FT-0766021;EN300-746242;1H-Pyrido[4, 2,3,4,5-tetrahydro-2-(phenylmethyl)-;2-Benzyl-1,2,3,4-tetrahydro-5H-pyrido[4,3-b]indole;1H-Pyrido[4,3-b]indole, 2-benzyl-2,3,4,5-tetrahydro-;{1H-Pyrido[4,3-b]indole,} 2,3,4,5-tetrahydro-2-(phenylmethyl)-;2,3,4,5-tetra-hydro-2-(phenylmethyl)-1H-pyrido[4,3-b]indole

Chemical Property of 2-Benzyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole

Chemical Property:

• Vapor Pressure: 1.98E-07mmHg at 25°C
• Boiling Point: 425°Cat760mmHg
• Flash Point: 210.8°C
• PSA: 19.03000
• Density: 1.203g/cm³
• LogP: 3.66410
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 262.146998583
• Heavy Atom Count: 20
• Complexity: 323

Purity/Quality:

99%min ^*data from raw suppliers

2-Benzyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CC2=C1NC3=CC=CC=C23)CC4=CC=CC=C4

Technology Process of 2-Benzyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole

There total 11 articles about 2-Benzyl-2,3,4,5-tetrahydro-1H-pyrido(4,3-b)indole which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 97.0%

N-(1-benzylpiperidin-4-ylidene)-N-(2-fluorophenyl)amine (120656-71-5) → 2-benzyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (6208-43-1)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; cyclohexane; for 5h; Heating;

DOI:10.1055/s-2003-40880

Reference yield: 95.0%

1-phenylmethyl-4-piperidone (3612-20-2) + phenylhydrazine (100-63-0) → 2-benzyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (6208-43-1)

Guidance literature:

With sulfuric acid; In 1,4-dioxane; water; for 18h; Reflux;

Reference yield: 88.0%

3-benzyl-γ-carbolinium iodide → 2-benzyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole (6208-43-1)

Guidance literature:

With sodium tetrahydroborate; In ethanol; at 20 ℃;

DOI:10.1023/A:1014003010986

upstream raw materials:

1-phenylmethyl-4-piperidone

phenylhydrazine

N-(1-benzylpiperidin-4-ylidene)-N-(2-fluorophenyl)amine

γ-carboline

Downstream raw materials:

5-benzoyl-2-benzyl-2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole hydrochloride

2,3,4,5-tetrahydro-1H-pyrido[4,3-b]indole

4-((2-(4-amino-4-oxobutyl)-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)methyl)-N-hydroxybenzamide TFA

4-((2-(2-amino-2-oxoethyl)-3,4-dihydro-1H-pyrido[4,3-b]indol-5(2H)-yl)methyl)-N-hydroxybenzamide TFA

Refernces

• 1、 Misal Castro, Luis C.,Sultan, Ibrahim,Nishi, Kohei,Tsurugi, Hayato,Mashima, Kazushi. "Direct Synthesis of Indoles from Azoarenes and Ketones with Bis(neopentylglycolato)diboron Using 4,4′-Bipyridyl as an Organocatalyst". . p. 3287 - 3299. Retrieved 2021/03/01.
• 2、 Kovacikova, Lucia,Stefek, Milan. "New route of benzyne cyclization for synthesis of 2,3,4,5-tetrahydro-1h-pyrido[4,3-b]indole derivatives avoiding highly toxic aryl hydrazines". . p. 1257 - 1263. Retrieved 2015/04/27.